
Northwest Chicago Vacations from ¥218,942
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The Latest Northwest Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
The cleanliness of the hallways in the hotel and on the pier was exceptional. The views of the water and downtown lights were the best and all the eating places on the pier were excellent choices to choose from.
Reviewed on Aug 13, 2025




LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,359 reviews)
Being right on the river with great views made this even better! Close to everything & friendly, helpful staff
Reviewed on Aug 13, 2025
Find the Best Northwest Chicago Vacation Packages
Northwest Chicago Hotel Deals

Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is ¥17,523 per night from Aug 26 to Aug 27
¥17,523
¥20,148 total
Aug 26 - Aug 27
includes taxes & fees
8.4/10 Very Good! (1,202 reviews)
"Rooms were clean however the bathroom was a little tight for a small family of 3. You can tell they renovated recently which is a plus. Would stay here again if needed to."
Reviewed on Aug 11, 2025

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Fully refundable
The price is ¥19,656 per night from Aug 24 to Aug 25
¥19,656
¥23,074 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,365 reviews)
"My only issue was my room was right next to the elevator and I can hear it running throughout the day when I was trying to take a nap"
Reviewed on Aug 12, 2025

Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥26,395 per night from Sep 5 to Sep 6
¥26,395
¥30,985 total
Sep 5 - Sep 6
includes taxes & fees
8.2/10 Very Good! (2,102 reviews)
"Very convenient for early/late flights, room clean, overall quiet, bed was pretty soft/low to the ground, service a little slow."
Reviewed on Aug 12, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Northwest Chicago

Woodfield Mall
Browse through over 300 stores, restaurants and specialty shops at Schaumburg’s expansive shopping mall, one of the largest in the United States.

LEGOLAND® Discovery Center
See iconic Chicago landmarks made from over a million LEGO® pieces, watch a movie and learn how the bricks are made in the LEGO® factory.
Harper College
Enjoy the collegiate vibe at Harper College during your stay in Palatine. Amble around this quaint area's lakeside or attend a sporting event.
What to do in Northwest Chicago

Chicago By Night River & Lake Cruise
¥6,646
per adult
96% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
¥5,981
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.